Synthesis of β-oxo fatty acid methyl esters using whole cells

  E.coli catalyst co-expressing P450 BM3 variant Copyright: © Enzyme Microb. Technol. The generated whole cell E.coli catalyst co-expressing P450 BM3 variant with previously engineered cpADH5 and FhuA channel protein, able to synthesize hydroxy- and keto-fatty acid methyl esters from fatty acid methyl esters as substrate.

Enzymatic selective functionalization of hydrocarbons is of great interest but still a challenge for academic and industrial synthesis. Hydroxy-carboxylic acids and their corresponding ketones can be widely used as precursors because they contain at least two functional groups; a hydroxyl/ketone group and a carboxyl group. Hydroxy- or ketone-functionalized fatty acid derivatives are versatile compounds in organic chemistry and are used as building blocks and intermediates in the production of pharmaceuticals, detergents, plasticizers, multipurpose grease, cosmetics and lubricants. In this work, we engineered a whole cell catalyst expressing an engineered P450 BM3 monooxygenase, cpADH5 alcohol dehydrogenase and FhuA channel protein to produce β-oxo fatty acid methyl esters. This whole cell catalyst presented here contributes to advancements in the field of biotransformation by opening novel and progressive routes to synthetically and industrially desirable compounds for the bio- synthesis of pharmaceuticals, anticancer agents, vitamins, and other industrially-relevant products.

Ensari, Y.; de Almeida Santos, G.; Ruff, A.J.; Schwaneberg, U. Engineered P450 BM3 and cpADH5 coupled cascade reaction for β-oxo fatty acid methyl ester production in whole cells. Enzyme Microb. Technol. 2020, 138.